Cembranoid-related metabolites and biological activities from the soft coral sinularia flexibilis
Journal
Marine Drugs
Journal Volume
16
Journal Issue
8
Date Issued
2018-08-09
Author(s)
Wu, Chia Hua
Chao, Chih Hua
Huang, Tzu Zin
Huang, Chiung Yao
Hwang, Tsong Long
Sheu, Jyh Horng
Abstract
© 2018 by the authors. Five new cembranoid-related diterpenoids, namely, flexibilisins D and E (1 and 2), secoflexibilisolides A and B (3 and 4), and flexibilisolide H (5), along with nine known compounds (6–14), were isolated from the soft coral Sinularia flexibilis. Their structures were established by extensive spectral analysis. Compound 3 possesses an unusual skeleton that could be biogenetically derived from cembranoids. The cytotoxicity and anti-inflammatory activities of the isolates were investigated, and the results showed that dehydrosinulariolide (7) and 11-epi-sinulariolide acetate (8) exhibited cytotoxicity toward a limited panel of cancer cell lines and 14-deoxycrassin (9) displayed anti-inflammatory activity by inhibition of superoxide anion generation and elastase release in N-formyl-methionyl-leucyl-phenylalanine/cytochalasin B (fMLF/CB)-induced human neutrophils.
Subjects
Cembranoid-related compounds | Flexibilisin | Flexibilisolide | Secoflexibilisolide | Sinularia flexibilis
Cembranoid-related compounds; Flexibilisin; Flexibilisolide; Secoflexibilisolide; Sinularia flexibilis
SDGs
Other Subjects
11 dehydrosinulariolide; 11 epi sinulariolide acetate; 14 deoxycrassin; 3,4:8,11 bisepoxy 7 acetoxycembra 15(17) en 1,12 olide; antiinflammatory agent; cembranoid; cytotoxic agent; doxorubicin; drug metabolite; elastase; flexibilisin D; flexibilisin E; flexibilisolide H; flexibilisquinone; hydroxysinulariolide; querciformolide A; secoflexibilisolide A; secoflexibilisolide B; sinulaflexiolide E; sinulariolide; superoxide; unclassified drug; antiinflammatory agent; antineoplastic agent; cytochalasin B; diterpene; formylmethionylleucylphenylalanine; pancreatic elastase; superoxide; antiinflammatory activity; antineoplastic activity; Article; cancer cell destruction; cancer cell line; carbon nuclear magnetic resonance; controlled study; coral; cytotoxicity; drug structure; electrospray mass spectrometry; enzyme release; heteronuclear multiple bond correlation; high performance liquid chromatography; HT-29 cell line; human; hydrolysis; IC50; in vitro study; inhibition kinetics; K-562 cell line; neutrophil; nonhuman; nuclear Overhauser effect; P388 cell line; proton nuclear magnetic resonance; Sinularia flexibilis; X ray diffraction; animal; Anthozoa; chemistry; drug effect; drug screening; isolation and purification; metabolism; secretion (process); tumor cell line; Animals; Anthozoa; Anti-Inflammatory Agents; Antineoplastic Agents; Cell Line, Tumor; Cytochalasin B; Diterpenes; Drug Screening Assays, Antitumor; Humans; N-Formylmethionine Leucyl-Phenylalanine; Neutrophils; Pancreatic Elastase; Superoxides
Publisher
MDPI
Type
journal article